Benzyl azide

Diisopropylethylamine (DIPEA,
97%), benzyl azide (94%), copper(II) acetate (Cu(OAc)₂,
97%), super-dehydrated acetonitrile (99.8%), N,N-dimethylformamide (99.5%), sodium azide (98%), sodium
hydride (NaH in oil, 72%), triphenyl phosphine (97%), and dichloromethane
(99%) were purchased from FUJIFILM Wako Pure Chemical Corp. (Japan).
5-Chloro-1-pentyne (96%), lithium bis(trifluoromethanesulfonyl)imide
(LiTf₂N, 98%), iodine (98%), tetraethylene glycol (95%),
and propargyl bromide (toluene, 97%) were purchased from Tokyo Chemical
Industry Co., Ltd. (Japan). 6-Iodo-1-hexyne (97%) was purchased from
Sigma-Aldrich, and imidazole (99.6%) was purchased from MP Biochemicals.
Propargyl-MEG-OH (98%) was purchased from Cosmo Bio Co., Ltd. (Japan).
All chemicals were used as received. Propargyl-TEG-OH, propargyl-MEG-iodide,
and propargyl-TEG-iodide were synthesized as reported earlier.^{38 (link)−40 (link)} IL monomer 1 and TPIL 4 were synthesized
as described previously.^{21 (link)}

Diisopropylethylamine (DIPEA, 97%), benzyl azide (94%), copper(ii) acetate (Cu(OAc)₂, 97%), Super-dehydrated acetonitrile (99.8%), N,N-dimethylformamide (99.5%), and sodium azide (98%) were purchased from FUJIFILM Wako Pure Chemical Corp. 5-Chloro-1-pentyne (96%), lithium bis(trifluoromethanesulfonyl)imide (LiTf₂N, 98%), and 1,4-diiodobutane (98%) were purchased from Tokyo Chemical Industry Co., Ltd. 6-Iodo-1-hexyne (97%) was purchased from Aldrich. All chemicals were used as received.

DOPAC, laccase from Rhus vernicifera, glyceraldehyde-3-phosphate dehydrogenase (GAPDH), tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine (TBTA), bis(4-nitrophenyl) phosphate (BNPP) and azide-PEG₃-biotin conjugate were obtained from Sigma Aldrich (St. Louis, USA). p-Toluensulfonic acid monohydrate (PTSA), n-butanol, toluene, copper (II) sulfate pentahydrate, protease inhibitor cocktail and Chemi-Lumi One Super were purchased from nacalai tasque (Kyoto, Japan). 2-Propyl-1-ol was obtained from Tokyo Chemical Industry (Tokyo, Japan). Streptavidin, HRP conjugate was purchased from Funakoshi (Tokyo, Japan). Anti-actin antibody, anti-aryl hydrocarbon receptor (AhR) antibody, anti-Keap1 antibody, horseradish peroxidase-linked anti-mouse IgG and horseradish peroxidase-linked anti-goat IgG were purchased from Santa Cruz Biotechnology (Santa Cruz, USA). Streptavidin Mag Sepharose was purchased from GE health care (Little Chalfont, UK). All other chemicals such as benzyl azide were purchased from Wako Pure Chemical Industries (Osaka, Japan).